Hydrogen cation

• Formula: H⁺
• Molecular weight: 1.00739
• IUPAC Standard InChI: InChI=1S/p+1 Copy

  
• IUPAC Standard InChIKey: GPRLSGONYQIRFK-UHFFFAOYSA-N Copy
• CAS Registry Number: 12408-02-5
• Chemical structure:
  This structure is also available as a 2d Mol file
• Isotopologues:
  • Deuterium cation
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Reaction thermochemistry data (reactions 701 to 750)
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Reaction thermochemistry data: reactions 1 to 50, reactions 51 to 100, reactions 101 to 150, reactions 151 to 200, reactions 201 to 250, reactions 251 to 300, reactions 301 to 350, reactions 351 to 400, reactions 401 to 450, reactions 451 to 500, reactions 501 to 550, reactions 551 to 600, reactions 601 to 650, reactions 651 to 700, reactions 751 to 800, reactions 801 to 850, reactions 851 to 900, reactions 901 to 950, reactions 951 to 1000, reactions 1001 to 1050, reactions 1051 to 1100, reactions 1101 to 1150, reactions 1151 to 1200, reactions 1201 to 1250, reactions 1251 to 1300, reactions 1301 to 1350, reactions 1351 to 1375
  • Gas phase ion energetics data
• Options:
  • Switch to calorie-based units

Reaction thermochemistry data

Go To: Top, References, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: John E. Bartmess

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Reactions 701 to 750

 +  =

By formula: C₁₀H₆Br^- + H⁺ = C₁₀H₇Br

C₈H₇O₂^- +  =

By formula: C₈H₇O₂^- + H⁺ = C₈H₈O₂

C₃H₆NO₂^- +  =

By formula: C₃H₆NO₂^- + H⁺ = C₃H₇NO₂

C₁₀H₆Cl^- +  =

By formula: C₁₀H₆Cl^- + H⁺ = C₁₀H₇Cl

C₁₀H₆Cl^- +  =

By formula: C₁₀H₆Cl^- + H⁺ = C₁₀H₇Cl

C₁₀H₆Cl^- +  =

By formula: C₁₀H₆Cl^- + H⁺ = C₁₀H₇Cl

 +  =

By formula: C₁₀H₆Br^- + H⁺ = C₁₀H₇Br

C₁₀H₆Br^- +  =

By formula: C₁₀H₆Br^- + H⁺ = C₁₀H₇Br

C₁₀H₆Cl^- +  =

By formula: C₁₀H₆Cl^- + H⁺ = C₁₀H₇Cl

C₁₃H₉^- +  =

By formula: C₁₃H₉^- + H⁺ = C₁₃H₁₀

O₂P^- +  = HO₂P

By formula: O₂P^- + H⁺ = HO₂P

C₁₂H₈N^- +  =

By formula: C₁₂H₈N^- + H⁺ = C₁₂H₉N

C₄H₇^- +  =

By formula: C₄H₇^- + H⁺ = C₄H₈

C₃HF₆O₄S₂^- +  = C₃H₂F₆O₄S₂

By formula: C₃HF₆O₄S₂^- + H⁺ = C₃H₂F₆O₄S₂

C₁₀H₆^- +  =

By formula: C₁₀H₆^- + H⁺ = C₁₀H₇

C₅H₁₁^- +  =

By formula: C₅H₁₁^- + H⁺ = C₅H₁₂

CH₃O₃S^- +  =

By formula: CH₃O₃S^- + H⁺ = CH₄O₃S

C₇H₄N₃O₆^- +  =

By formula: C₇H₄N₃O₆^- + H⁺ = C₇H₅N₃O₆

C₆H₈B^- +  = C₆H₉B

By formula: C₆H₈B^- + H⁺ = C₆H₉B

C₃N^- +  =

By formula: C₃N^- + H⁺ = C₃HN

C₃H₄I^- +  =

By formula: C₃H₄I^- + H⁺ = C₃H₅I

C₆H₂Cl₃^- +  =

By formula: C₆H₂Cl₃^- + H⁺ = C₆H₃Cl₃

C₇H₁₁O₄^- +  =

By formula: C₇H₁₁O₄^- + H⁺ = C₇H₁₂O₄

C₂H₅^- +  =

By formula: C₂H₅^- + H⁺ = C₂H₆

C₄H₉^- +  =

By formula: C₄H₉^- + H⁺ = C₄H₁₀

e^- +  =

By formula: e^- + H⁺ = H

C₃H₄F₃^- +  =

By formula: C₃H₄F₃^- + H⁺ = C₃H₅F₃

C₄H₅O₂^- +  =

By formula: C₄H₅O₂^- + H⁺ = C₄H₆O₂

C₅H₇O₂^- +  =

By formula: C₅H₇O₂^- + H⁺ = C₅H₈O₂

C₅H₈NO₂^- +  =

By formula: C₅H₈NO₂^- + H⁺ = C₅H₉NO₂

C₉H₂₇Si₄^- +  =

By formula: C₉H₂₇Si₄^- + H⁺ = C₉H₂₈Si₄

C₄H₇O^- +  =

By formula: C₄H₇O^- + H⁺ = C₄H₈O

 +  =

By formula: C₃H₆NO₃^- + H⁺ = C₃H₇NO₃

C₄H₈NO₃^- +  =

By formula: C₄H₈NO₃^- + H⁺ = C₄H₉NO₃

C₅H₉N₂O₃^- +  =

By formula: C₅H₉N₂O₃^- + H⁺ = C₅H₁₀N₂O₃

C₅H₁₀NO₂^- +  =

By formula: C₅H₁₀NO₂^- + H⁺ = C₅H₁₁NO₂

 +  =

By formula: C₅H₁₀NO₂S^- + H⁺ = C₅H₁₁NO₂S

C₆H₈N₃O₂^- +  =

By formula: C₆H₈N₃O₂^- + H⁺ = C₆H₉N₃O₂

C₆H₁₂NO₂^- +  =

By formula: C₆H₁₂NO₂^- + H⁺ = C₆H₁₃NO₂

C₆H₁₂NO₂^- +  =

By formula: C₆H₁₂NO₂^- + H⁺ = C₆H₁₃NO₂

C₆H₁₃N₂O₂^- +  =

By formula: C₆H₁₃N₂O₂^- + H⁺ = C₆H₁₄N₂O₂

C₉H₁₀NO₂^- +  =

By formula: C₉H₁₀NO₂^- + H⁺ = C₉H₁₁NO₂

 +  =

By formula: C₁₁H₁₁N₂O₂^- + H⁺ = C₁₁H₁₂N₂O₂

C₅H₉O₂^- +  =

By formula: C₅H₉O₂^- + H⁺ = C₅H₁₀O₂

C₅H₉O₂^- +  =

By formula: C₅H₉O₂^- + H⁺ = C₅H₁₀O₂

C₆H₁₁O₂^- +  =

By formula: C₆H₁₁O₂^- + H⁺ = C₆H₁₂O₂

C₅H₅N₂O^- +  =

By formula: C₅H₅N₂O^- + H⁺ = C₅H₆N₂O

CFO₂^- +  = CHFO₂

By formula: CFO₂^- + H⁺ = CHFO₂

C₃H₅S^- +  =

By formula: C₃H₅S^- + H⁺ = C₃H₆S

C₃H₉Sn^- +  = C₃H₁₀Sn

By formula: C₃H₉Sn^- + H⁺ = C₃H₁₀Sn

References

Go To: Top, Reaction thermochemistry data, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Wenthold and Squires, 1995
Wenthold, P.G.; Squires, R.R., Determination of the gas-phase acidities of halogen-substituted aromatic compounds using the silane-cleavage method, J. Mass Spectrom., 1995, 30, 1, 17, https://doi.org/10.1002/jms.1190300105 . [all data]

Kebarle and McMahon, 1977
Kebarle, P.; McMahon, T.B., Intrinsic Acidities of Substituted Phenols and Benzoic Acids Determined by Gas Phase Proton Transfer Equilibria, J. Am. Chem. Soc., 1977, 99, 7, 2222, https://doi.org/10.1021/ja00449a032 . [all data]

Decouzon, Ertl, et al., 1993
Decouzon, M.; Ertl, P.; Exner, O.; Gal, J.F.; Maria, P.C., Concepts of Sterically Hindered Resonance and Buttressing Effect - Gas-Phase Acidities of Methyl-Substituted Benzoic Acids and Basicities of, J. Am. Chem. Soc., 1993, 115, 25, 12071, https://doi.org/10.1021/ja00078a052 . [all data]

Decouzon, Exner, et al., 1990
Decouzon, M.; Exner, O.; Gal, J.-F.; Maria, P.-C., The Gas-Phase Acidity and the Acidic Site of Acetohydroxamic Acid: an FT-ICR Study, J. Org. Chem., 1990, 55, 13, 3980, https://doi.org/10.1021/jo00300a007 . [all data]

Gygax, Peters, et al., 1979
Gygax, R.; Peters, H.L.; Brauman, J.I., Photodetachment of electrons from anions of high symmetry. Electron photodetachment spectra of the cycloctatetraenyl and perinaphthenyl anions, J. Am. Chem. Soc., 1979, 101, 2567. [all data]

Gerst and Rüchardt, 1993
Gerst, M.; Rüchardt, C., H-Transferreaktionen mit Phenalen, Chem. Ber., 1993, 126, 4, 1039, https://doi.org/10.1002/cber.19931260426 . [all data]

Viggiano, Morris, et al., 1991
Viggiano, A.A.; Morris, R.A.; Dale, F.; Paulson, J.F.; Henshman, M.J.; Miller, T.M.; Miller, S., The Gas Phase Acidities of HPO3 and HPO2: Enthalpies of Deprotonation, J. Phys. Chem., 1991, 95, 3, 1275, https://doi.org/10.1021/j100156a044 . [all data]

Taft and Bordwell, 1988
Taft, R.W.; Bordwell, F.G., Structural and Solvent Effects Evaluated from Acidities Measured in Dimethyl Sulfoxide and in the Gas Phase, Acc. Chem. Res., 1988, 21, 12, 463, https://doi.org/10.1021/ar00156a005 . [all data]

Muftakhov, Vasil'ev, et al., 1999
Muftakhov, M.V.; Vasil'ev, Y.V.; Khatymov, R.V.; Mazunov, V.A.; Takhistov, V.V.; Travkin, O.V.; Yakovleva, E.V., Thermochemistry of negatively charged ions. II. Energetics of formation of negative ions from acridanone and some of its derivatives, Rapid Commun. Mass Spectrom., 1999, 13, 10, 912-923, https://doi.org/10.1002/(SICI)1097-0231(19990530)13:10<912::AID-RCM585>3.0.CO;2-W . [all data]

DePuy, Gronert, et al., 1989
DePuy, C.H.; Gronert, S.; Barlow, S.E.; Bierbaum, V.M.; Damrauer, R., The Gas Phase Acidities of the Alkanes, J. Am. Chem. Soc., 1989, 111, 6, 1968, https://doi.org/10.1021/ja00188a003 . [all data]

Graul and Squires, 1990
Graul, S.T.; Squires, R.R., Gas-Phase Acidities Derived from Threshold Energies for Activated Reactions, J. Am. Chem. Soc., 1990, 112, 7, 2517, https://doi.org/10.1021/ja00163a007 . [all data]

Leito, Raamat, et al., 2009
Leito, I.; Raamat, E.; Kutt, A.; Saame, J.; Kipper, K.; Koppel, I.A.; Koppel, I.; Zhang, M.; Mishima, M.; Yagupolskii, L.M.; Garlyauskayte, R.Y.; Filatov, A.A., Revision of the Gas-Phase Acidity Scale below 300 kcal mol(-1), J. Phys. Chem. A, 2009, 113, 29, 8421-8424, https://doi.org/10.1021/jp903780k . [all data]

Koppel, Taft, et al., 1994
Koppel, I.A.; Taft, R.W.; Anvia, F.; Zhu, S.Z.; Hu, L.Q.; Sung, K.S.; Desmarteau, D.D.; Yagupolskii, L.M., The Gas-Phase Acidities of Very Strong Neutral Bronsted Acids, J. Am. Chem. Soc., 1994, 116, 7, 3047, https://doi.org/10.1021/ja00086a038 . [all data]

Reed, Hare, et al., 2000
Reed, D.R.; Hare, M.; Kass, S.R., Formation of gas-phase dianions and distonic ions as a general method for the synthesis of protected reactive intermediates. Energetics of 2,3-and 2,6-dehydronaphthalene, J. Am. Chem. Soc., 2000, 122, 43, 10689-10696, https://doi.org/10.1021/ja002351j . [all data]

Taft, Koppel, et al., 1990
Taft, R.W.; Koppel, I.J.; Topsom, R.D.; Anvia, F., Acidities of OH Compounds, including Alcohols, Phenols, Carboxylic Acids, and Mineral Acids, J. Am. Chem. Soc., 1990, 112, 6, 2047, https://doi.org/10.1021/ja00162a001 . [all data]

Dzidic, Carroll, et al., 1974
Dzidic, I.; Carroll, D.I.; Stillwell, R.N.; Horning, E.C., Gas phase reactions. Ionization by proton transfer to superoxide anions, J. Am. Chem. Soc., 1974, 96, 5258. [all data]

Sullivan, 1977
Sullivan, S.A., Thesis, Cal. Inst. Tech. thesis,, 1977. [all data]

Taft, Abboud, et al., 1988
Taft, R.W.; Abboud, J.L.M.; Anvia, F.; Berthelot, M.; Fujio, M.; Gal, J.-F.; Headley, A.D.; Henderson, W.G., Regarding the Inherent Dependence of Resonance Effects of Strongly Conjugated Substituents on Electron Demand, J. Am. Chem. Soc., 1988, 110, 6, 1797, https://doi.org/10.1021/ja00214a023 . [all data]

Graupner, Merrigan, et al., 2006
Graupner, K.; Merrigan, T.L.; Field, T.A.; Youngs, T.G.A.; Marr, P.C., Dissociative Electron Attachment to HCCCN, New J. Phys., 2006, , 117 (2006), 7, 117, https://doi.org/10.1088/1367-2630/8/7/117 . [all data]

Poutsma, Nash, et al., 1997
Poutsma, J.C.; Nash, J.J.; Paulino, J.A.; Squires, R.R., Absolute Heats of Formation of Phenylcarbene and Vinylcarbene, J. Am. Chem. Soc., 1997, 119, 20, 4686, https://doi.org/10.1021/ja963918s . [all data]

Schlosser, Marzi, et al., 2001
Schlosser, M.; Marzi, E.; Cottet, F.; Buker, H.H.; Nibbering, N.M.M., The acidity of chloro-substituted benzenes: A comparison of gas phase, ab initio, and kinetic data, Chem. Eur. J., 2001, 7, 16, 3511-3516, https://doi.org/10.1002/1521-3765(20010817)7:16<3511::AID-CHEM3511>3.0.CO;2-U . [all data]

Cumming and Kebarle, 1978
Cumming, J.B.; Kebarle, P., Summary of gas phase measurements involving acids AH. Entropy changes in proton transfer reactions involving negative ions. Bond dissociation energies D(A-H) and electron affinities EA(A), Can. J. Chem., 1978, 56, 1. [all data]

Muftakhov, Vasil'ev, et al., 1999, 2
Muftakhov, M.V.; Vasil'ev, Y.V.; Mazunov, V.A., Determination of electron affinity of carbonyl radicals by means of negative ion mass spectrometry, Rapid Commun. Mass Spectrom., 1999, 13, 12, 1104-1108, https://doi.org/10.1002/(SICI)1097-0231(19990630)13:12<1104::AID-RCM619>3.0.CO;2-C . [all data]

DePuy, Bierbaum, et al., 1984
DePuy, C.H.; Bierbaum, V.M.; Damrauer, R., Relative Gas-Phase Acidities of the Alkanes, J. Am. Chem. Soc., 1984, 106, 4051. [all data]

Wagman, Evans, et al., 1982
Wagman, D.D.; Evans, W.H.; Parker, V.B.; Schumm, R.H.; Halow, I.; Bailey, S.M.; Churney, K.L.; Nuttall, R.L., The NBS Tables of Chemical Thermodynamic Properties (NBS Tech Note 270), J. Phys. Chem. Ref. Data, Supl. 1, 1982, 11. [all data]

Graul and Squires, 1988
Graul, S.T.; Squires, R.R., On the Existence of Alkyl Carbanions in the Gas Phase, J. Am. Chem. Soc., 1988, 110, 2, 607, https://doi.org/10.1021/ja00210a054 . [all data]

Caldwell, Renneboog, et al., 1989
Caldwell, G.; Renneboog, R.; Kebarle, P., Gas Phase Acidities of Aliphatic Carboxylic Acids, Based on Measurements of Proton Transfer Equilibria, Can. J. Chem., 1989, 67, 4, 661, https://doi.org/10.1139/v89-092 . [all data]

Graul, Schnute, et al., 1990
Graul, S.T.; Schnute, M.E.; Squires, R.R., Gas-Phase Acidities of Carboxylic Acids and Alcohols from Collision-Induced Dissociation of Dimer Cluster Ions, Int. J. Mass Spectrom. Ion Proc., 1990, 96, 2, 181, https://doi.org/10.1016/0168-1176(90)87028-F . [all data]

O'Hair, Bowie, et al., 1992
O'Hair, R.J.; Bowie, J.H.; Gronert, S., Gas Phase Acidity of the alpha-Amino Acids, Int. J. Mass Spectrom. Ion Proc., 1992, 117, 23, https://doi.org/10.1016/0168-1176(92)80083-D . [all data]

Jones, Bernier, et al., 2007
Jones, C.M.; Bernier, M.; Carson, E.; Colyer, K.E.; Metz, R.; Pawlow, A.; Wischow, E.D.; Webb, I.; Andriole, E.J.; Poutsma, J.C., Gas-phase Acities of the 20 Protein Amino Acids, Int. J. Mass Spectrom., 2007, 267, 1-3, 54-62, https://doi.org/10.1016/j.ijms.2007.02.018 . [all data]

Brinkman, Berger, et al., 1994
Brinkman, E.A.; Berger, S.; Brauman, J.I., alpha-Silyl-substituent stabilization of carbanions and silyl anions, J. Am. Chem. Soc., 1994, 116, 18, 8304, https://doi.org/10.1021/ja00097a042 . [all data]

Laarhoven, Mulder, et al., 1999
Laarhoven, L.J.J.; Mulder, P.; Wayner, D.D.M., Determination of bond dissociation enthalpies in solution by photoacoustic calorimetry, Acc. Chem. Res., 1999, 32, 4, 342-349, https://doi.org/10.1021/ar9703443 . [all data]

Haas, Giblin, et al., 1998
Haas, G.W.; Giblin, D.E.; Gross, M.L., The Mechanism and Thermodynamics of Transesterification of Acetate-Ester Enolates in the Gas Phase, Int. J. Mass Spectrom. Ion Proc., 1998, 172, 1-2, 25, https://doi.org/10.1016/S0168-1176(97)83245-4 . [all data]

Breuker, Knochenmuss, et al., 1999
Breuker, K.; Knochenmuss, R.; Zenobi, R., Gas-phase basicities of deprotonated matrix-assisted laser desorption/ionization matrix molecules, Int. J. Mass Spectrom., 1999, 184, 1, 25-38, https://doi.org/10.1016/S1387-3806(98)14200-8 . [all data]

Arnold, Bradforth, et al., 1995
Arnold, D.W.; Bradforth, S.E.; Kim, E.H.; Neumark, D.M., Study of halogen carbon dioxide clusters and the fluoroformyloxyl radical by photodetachment of X(-)(CO2) (X=I,Cl,Br) and FCO2-, J. Chem. Phys., 1995, 102, 9, 3493, https://doi.org/10.1063/1.468575 . [all data]

Larson and McMahon, 1985
Larson, J.W.; McMahon, T.B., Fluoride and chloride affinities of the main group oxides, fluorides, oxofluorides, and alkyls. Quantitative scales of lewis acidities from ICR halide exchange equilibria, J. Am. Chem. Soc., 1985, 107, 766. [all data]

Zhang and Grabowski, 1989
Zhang, L.; Grabowski, J.J., The Gas-Phase Basicity and H/D Exchange Characteristics of the Parent Thiocarbonyl Enolate Anions, J. Chem. Soc. Chem. Comm. 1819, 1989. [all data]

Brinkman, Salomon, et al., 1995
Brinkman, E.A.; Salomon, K.; Tumas, W.; Brauman, J.I., Electron affinities and gas-phase acidities of organogermanium and organotin compounds, J. Am. Chem. Soc., 1995, 117, 17, 4905, https://doi.org/10.1021/ja00122a022 . [all data]

Notes

Go To: Top, Reaction thermochemistry data, References

• Symbols used in this document:
  

  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
• The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
• Customer support for NIST Standard Reference Data products.